Abstract
In this review we summarize the available research on enzymatic biocatalysis in the chemical synthesis of drugs. We focus on oxydoreductsases, particularly ketoreductases, that are widely used in biotechnological processes: alpha- and omega-transaminases, lipases, nitrile hydrolases, and aldolases. The potential for the extended use of novel enzymes produced via bioengineering is discussed.
Similar content being viewed by others
References
Bezborodov, A.M., Zagustina, N.A., and Popov, V.O., Fermentativnye protsessy v biotekhnologii (Enzymatic Processes in Biotechnology), Moscow: Nauka, 2008.
Wenda, S., Illner, S., Mell, A., and Kragl, U., Green Chemistry, 2011, vol. 13, pp. 3007–3014.
Bornscheuer, U.T., Huisman, G.W., Kazlauskas, R.J., Lutz, S., Moore, J.C., and Robins, K., Nature, 2012, vol. 485, no. 7397, pp. 185–194.
Nestl, B.M., Hammer, S.C., Nebel, B.A., and Hauer, B., Angew. Chem., Int. Ed. Engl., 2014, vol. 53, no. 12, pp. 3070–3095.
Torrelo, G., Hanefeld, U., and Hollman, F., Catal. Lett., 2015, vol. 145, no. 1, pp. 309–345.
Pollard, D.J. and Woodley, J.M., Trends Biotechnol., 2007, vol. 25, no. 2, pp. 66–73.
Patel, R.N., Biomolecules, 2013, vol. 3, no. 4, pp. 741–777.
Wells, A. and Meyer, H-P., Chem. Cat. Chem., 2014, vol. 6, no. 4, pp. 918–923.
Abramson, M.J., Varquez-Figueroa, E., Woodall, J.C., Moore, J.C., and Bommarius, A.S., Angew. Chem., 2012, vol. 124, no. 16, pp. 4036–4040.
Patel, R.N., Banerjee, A., Liu, M., Hanson, R., Ko, R., Howell, J., and Szarka, L.J., Biotechnol. Appl. Biochem., 1993, vol. 17, no. 2, pp. 139–153.
Patel, R.N., Goswami, A., Chu, L., Nanduri, V., Goldberg, S., and Jonson, R., Tetrahedron: Asymmetry, 2004, vol. 15, no. 8, pp. 1247–1258.
Patel, R., McNamee, C., Banerjee, A., Howell, J., and Robinson, R., and Szarka, L., Enzyme Microb. Technol., 1992, vol. 14, no. 9, pp. 731–738.
Shafiee, A., Motamedi, H., and King, A., Appl. Microb. Biotechnol., 1998, vol. 49, no. 6, pp. 709–717.
Liang, J., Lalonde, J., Borup, B., Mitchel, V., Mundorff, E., Trinh, N., Kochrekar, D.A., Cherat, R.N., and Pai, G.G., Org. Proc. Res. Dev., 2010, vol. 14, no. 1, pp. 193–198.
Ma, S.K., Gruber, J., Davis, C., Newman, D., and Sheldon, R., Green Chemistry, 2010, vol. 12, no. 1, pp. 81–86.
US Patent no. 7807423B2, 2010.
Nelson, T.D., Le Blond, C.R., Frantz, D.E., Matty, L., Mitten, J.V., and Weaver, D.G., Org. Chem., 2004, vol. 69, no. 11, pp. 3620–3627.
Patel, R.N., Chu, L., and Mueller, R.H., Tetrahedron: Asymmetry, 2003, vol. 14, no. 20, pp. 3105–3109.
Nanduri, V.B., Hanson, R.L., Goswami, A., Wasyluk, J.M., and La Porte, T.K., Enzyme Microb. Technol., 2001, vol. 28, nos. 7–8, pp. 632–636.
Guo, Z., Chen, Y., Gosmawi, A., Hanson, R.L., and Patel, R.N., Tetrahedron: Asymmetry, 2006, vol. 17, no. 10, pp. 1589–1602.
Goldberg, S., Guo, Z., Chen, S., Gosmawi, A., and Patel, R.N., Enzyme Microb. Technol., 2008, vol. 43, no. 7, pp. 544–549.
Krulewicz, B., Tschaen, D., Devin, P., Lee, S.S., and Chartrain, M., Biocat. Bioremed., 2001, vol. 19, no. 4, pp. 267–279.
Hanson, R.L., Goldberg, S., Gosmawi, A., Tully, T.P., and Patel, R.N., Adv. Synth. Catal., 2005, vol. 347, nos. 7–8, pp. 1073–1080.
Liang, J., Mundorff, E., Voladri, R., Jenne, S., Gillson, L., and Lalondre, J., Org. Proc. Res. Dev., 2010, vol. 14, no. 1, pp. 188–192.
Kara, S., Spickermann, D., Weckbecker, A., Leggewie, C., and Hollman, F., Chem. Cat. Chem., 2014, vol. 6, no. 4, pp. 973–976.
Wu, X., Liu, N., He, Y., and Chen, Y., Acta Biochem. Biophys. Sinica, 2009, vol. 41, no. 2, pp. 163–170.
Wu, X., Wang, L., Wang, S., and Chen, Y., Amino Acid, 2010, vol. 39, no. 1, pp. 305–308.
Itoh, N., Yachi, C., and Kudome, T., J. Mol. Catal., 2010 vol. 10, nos. 1–3, pp. 281–290.
Gustafsson, D., Elg, M., Lenfors, S., and Boerjesson, S., Blood Coagul. Fibrinolysis, 1996, vol. 7, no. 1, pp. 69–79.
Zhang, J., Zhu, T., Wu, X., and Chen, Y., Appl. Microbiol. Biotechnol., 2013, vol. 97, no. 19, pp. 8487–8497.
Hanson, R.L., Singh, J., Kissick, T.R., Patel, R.N., and Mueller, R., Biorg. Chem., 1990, vol. 18, no. 2, pp. 116–121.
Stoyan, T., Recktenwald, A., and Kula, M.R., J. Biotechnol., 1997, vol. 54, no. 1, pp. 77–80.
Hanson, R.L., Schwinden, M.D., Banerjee, A., and Patel, R.N., Biorg. Med. Chem., 1999, vol. 7, no. 10, pp. 2247–2252.
Hanson, R.L., Howell, J., La Porte, T., Donovan, M., and Cazzulino, D., Enzyme Microb. Technol., 2000, vol. 26, nos. 5–6, pp. 348–358.
Hanson, R.L., Goldberg, S.L., Brzozowski, D.B., Tully, T.P., and Patel, R.N., Adv. Synth. Catal., 2007, vol. 349, nos. 8–9, pp. 1369–1378.
Groeger, H., May, D., Werner, H., Menzel, A., and Altenbuchner, A., Org. Proc. Res. Dev., 2006, vol. 10, no. 3, pp. 666–669.
Shin, J.-S. and Kim, B.-G., Biotechnol. Bioeng., 1999, vol. 65, no. 2, pp. 206–211.
Ito, N., Kawano, S., Hasegawa, J., and Yasohara, Y., Biosci. Biotechnol. Biochem., 2011, vol. 75, no. 11, pp. 2093–2098.
Fuchs, M., Koszelewski, D., Tauber, K., Kroutil, W., and Faber, K., Chem. Commun., 2010, no. 46, pp. 5500–5502.
Savile, C.K., Janey, J.M., Mundorff, E.C., Huisman, G.W., and Hughes, G.J., Science, 2010, vol. 329, pp. 305–309.
Lo, H.H., Hsu, S.-K., Lin, W.-D., Chan, N.-L., and Hsu, W.-H., Biotechnol. Prog., 2005, vol. 21, no. 2, pp. 411–415.
Chen, Y., Goldberg, S.R., Hanson, R.L., Parker, W.L., Tully, T.P., Montana, M.A., Goswami, A., and Patel, R.L., Org. Proc. Res. Dev., 2011, vol. 15, no. 1, pp. 241–248.
Hanson, R., Davis, D.L., Goldberg, S.L., Parker, W.L., Tully, T.P., Montana, M.A., and Patel, R.N., Org. Proc. Res. Dev., 2008, vol. 12, no. 6, pp. 1119–1129.
Bezborodov, A.M. and Zagustina, N.A., Appl. Biochem. Microbiol., 2014, vol. 50, no. 4, pp. 313–337.
Martinez, C.A., Hu, S., Dumont, Y., Tao, J., Kelleher, P., and Tully, L., Org. Proc. Res. Dev., 2008, vol. 12, no. 3, pp. 392–398.
Zheng, R.-C., Wang, T.-Z., Fu, D.-J., Li, A.-P., and Li, X.-J., Appl. Microbiol. Biotechnol., 2013, vol. 97, no. 12, pp. 4839–4847.
Zheng, R.-C., Li, A.-P., Wu, Z.-M., and Zheng, Y.-G., Tetrahedron: Asymmetry, 2012, vol. 23, nos. 22–23, pp. 1517–1521.
Borowiecki, P., Paprocki, D., and Dzanka, M., Bielstein Org. Chem., 2014, vol. 10, pp. 3038–3055.
Zhang, D.-H., Li, C., Xie, L.-L., and Li Xia, Ind. Eng. Chem. Res., 2013, vol. 52, pp. 11875–11879.
Goswami, A. and Howell, J.M., Org. Proc. Res. Dev., 2001, vol. 5, no. 4, pp. 415–420.
Paravidino, M. and Hanefeld, U., Green Chemistry, 2011, vol. 13, pp. 2651–2657.
Truppo, M.D. and Huges, G., Org. Proc. Res. Dev., 2011, vol. 15, no. 5, pp. 1033–1035.
Ferraboschi, P., Mieri, DeM., and Galimberti, F., Tetrahedron: Asymmetry, 2010, vol. 21, no. 17, pp. 2136–2141.
Sheldon, R.A. and van Sander, P., Chem. Soc. Rev., 2013, vol. 42, no. 17, pp. 6223–6235.
Hyett, D.J., Maas, P.J.D., Mink, D., and Vries de, A.H.M., Chem. Cat. Chem., 2011, vol. 3, no. 2, pp. 289–292.
Tao, J. and Xu, J.-X., Curr. Opin. Chem. Biol., 2009, vol. 13, no. 1, pp. 43–50.
Greenberg, W.A., Varvak, A., Hanson, S.R., Wong, K., Huang, H., and Burk, M.J., Proc. Natl. Acad. Sci. U. S. A., 2004, vol. 101, no. 16, pp. 5788–5793.
Author information
Authors and Affiliations
Corresponding author
Additional information
Original Russian Text © A.M. Bezborodov, N.A. Zagustina, 2016, published in Prikladnaya Biokhimiya i Mikrobiologiya, 2016, Vol. 52, No. 3, pp. 257–271.
Rights and permissions
About this article
Cite this article
Bezborodov, A.M., Zagustina, N.A. Enzymatic biocatalysis in chemical synthesis of pharmaceuticals (Review). Appl Biochem Microbiol 52, 237–249 (2016). https://doi.org/10.1134/S0003683816030030
Received:
Published:
Issue Date:
DOI: https://doi.org/10.1134/S0003683816030030